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A new dimeric imidazole alkaloid plasmid conjugation inhibitor from Lepidium sativum
Tetrahedron Letters ( IF 1.5 ) Pub Date : 2018-04-11
Awo Afi Kwapong, Paul Stapleton, Simon Gibbons

Phytochemical investigation of the methanolic extract of Lepidium sativum seeds led to the isolation of a new compound, named 2-(3-(3-((1H-imidazol-2-yl)methyl)-5-methoxy phenoxy)benzyl)-1H-imidazole and given the trivial name Lepidine AK (1), along with three known compounds; Lepidine E (2), Lepidine B (3) and 2-(3-(2-((1H-imidazol-2-yl)methyl)-6-methoxphenoxy)benzyl)-1H-imidazole (4). The structures were elucidated based on NMR spectroscopy, UV, IR and high-resolution electrospray ionization mass spectrometry. The isolated compounds were tested for bacterial conjugation inhibition. Lepidine AK (1, 100 μg/mL) reduced the conjugal transfer of the IncI2 plasmid TP114 to 44.7±3.5% but interestingly promoted the conjugation of the IncN plasmid pKM101 to greater than 120%.



中文翻译:

一种来自番茄的新二聚咪唑生物碱质粒结合抑制剂

茄子种子甲醇提取物的植物化学研究导致分离出一种新化合物,名为2-(3-(3-(((1 H-咪唑-2-基)甲基)-5-甲氧基苯氧基)苄基)- 1 H-咪唑,并被赋予小名字Leptidine AK(1),以及三种已知化合物;Lepidine E(2),Lepidine B(3)和2-(3-(2-((1 H-咪唑-2-基)甲基)-6-甲氧苯氧基)苄基)-1 H-咪唑(4)。基于NMR光谱,UV,IR和高分辨率电喷雾电离质谱法阐明了结构。测试分离的化合物的细菌结合抑制作用。Lepidine AK(在图1中,100μg/ mL)将IncI 2质粒TP114的结合转移降低至44.7±3.5%,但是有趣地将IncN质粒pKM101的结合转移至大于120%。

更新日期:2018-04-12
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